Find hotels in Winchester, NH from AED 322

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Our top choices for Winchester hotels

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,004 reviews)
"Easy check in and good parking"
United States
nicholas
The price is AED 309
AED 340 total
includes taxes & fees
18 Jan - 19 Jan
The Covered Bridge Inn

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very Good, (977 reviews)
"Staff was very welcoming and the room was very clean. "
United States
Rebecca
The price is AED 441
AED 478 total
includes taxes & fees
15 Jan - 16 Jan
Keene Elm City Hotel, an Ascend Collection Hotel

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (350 reviews)
"Staff very accomodating when we needed to check in very early"
United States
Bill
The price is AED 466
AED 521 total
includes taxes & fees
16 Jan - 17 Jan
The Inn At Crumpin Fox

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (935 reviews)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is AED 539
AED 593 total
includes taxes & fees
21 Jan - 22 Jan
Hampton Inn Brattleboro

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,000 reviews)
"Great stay pool was very nice"
United States
Patrick
The price is AED 511
AED 554 total
includes taxes & fees
15 Jan - 16 Jan
Best Western Plus Keene Hotel

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (758 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is AED 456
AED 501 total
includes taxes & fees
29 Jan - 30 Jan
Comfort Inn & Suites Brattleboro I-91

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (167 reviews)
"Very helpful and welcoming host. "
United States
Bruce
The price is AED 463
AED 503 total
includes taxes & fees
15 Jan - 16 Jan
The Carriage Barn Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,000 reviews)
"The room was okay for a quick stop to rest. "
United States
Janice
The Putney Inn

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,002 reviews)
"Well-kept hotel with a great restaurant."
United States
Adam
The Colonial Hotel

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.6 out of 10, Exceptional, (19 reviews)
"Everything was great 👍 I will stay there again and highly recommend to others "
United States
Linda
Four Columns Inn

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1,007 reviews)
"The hotel was very clean. Staff was extremely friendly and helpful."
United States
Stephanie
The price is AED 558
AED 614 total
includes taxes & fees
29 Jan - 30 Jan
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,002 reviews)
"Checkin was quick. I like the pre-check in process."
United States
Anthony
The price is AED 297
AED 322 total
includes taxes & fees
16 Jan - 17 Jan
Days Inn by Wyndham Keene NH

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (363 reviews)
"Room is very clean , breakfast is good and fresh .coffee serve well all time . Will back to stay again . "
United States
Raymond
The price is AED 629
AED 682 total
includes taxes & fees
8 Feb - 9 Feb
Hampton Inn & Suites Keene

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (342 reviews)
"Absolutely stunning bed and breakfast! The room and facilities were clean and welcoming. We really enjoyed the decorations and details of the house. The breakfast was delicious! Will definitely be coming back next time we are in town for ski! Highly recommended staying at Colonel Williams! "
United States
Ekaterina
The price is AED 544
AED 598 total
includes taxes & fees
27 Jan - 28 Jan
Colonel Williams Inn

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
2.5 star property
Keene
8.8 out of 10, Excellent, (759 reviews)
"Everything was clean, comfortable and the staff quite conversational"
United States
Diane
The price is AED 643
AED 697 total
includes taxes & fees
20 Jan - 21 Jan
Fairfield Inn & Suites by Marriott Keene Downtown

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (477 reviews)
"Room looked good. Wish they have shampoo. Only one soap. Nice shower pressure. Would visit again "
United States
Miles
The price is AED 404
AED 444 total
includes taxes & fees
15 Jan - 16 Jan
Black Mountain Inn

Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (886 reviews)
"Friendly staff, great breakfast, comfy beds"
United States
Lori
The price is AED 690
AED 770 total
includes taxes & fees
20 Jan - 21 Jan
Hampton Inn & Suites Greenfield

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (129 reviews)
"Beautiful comfortable home with many thoughtful touches"
United States
Rachel
The price is AED 357
AED 579 total
includes taxes & fees
19 Jan - 20 Jan
Blooming Inn

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)
2.5 star property
Peterborough
9.4 out of 10, Exceptional, (444 reviews)
"Room was clean, spacious and staff was pleasant. "
United States
Susan
Riverhouse by Weekender (Formerly Jack Daniels Inn)

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (156 reviews)
"The building and room were very nice. The location is great, very walkable to the center of town. "
United States
Rochelle
The Burrell House
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Stay near popular Winchester attractions

Learn more about Winchester

Hike the scenic trails of Pisgah State Park where rangers know which routes offer the best wildlife viewing. Explore the historic downtown district with its charming 19th-century architecture and local shops selling New Hampshire maple products.

Winchester, New Hampshire in winter

Top Winchester Hotel Reviews

More cheap stays in Winchester

Hotels in Winchester with star-rating

Find out more about Winchester

Top reasons to visit Winchester

  • Outdoor Adventures: Enjoy skiing, hiking, and exploring lush forests in Winchester's stunning nature reserves.
  • Charming Atmosphere: Stroll through picturesque streets that offer a warm and friendly vibe throughout the town.
  • Wine Tastings: Visit nearby wine country for delightful tastings and a refreshing getaway.
  • Family-Friendly Activities: Experience fun-filled attractions like the Dropzone Waterpark, perfect for all ages.
  • Cozy Accommodations: Choose from a range of hotels and charming bed and breakfasts for a comfortable stay.

Find great hotels near Winchester

Discover a range of hotel accommodations in Winchester, New Hampshire, perfect for every traveler. From cozy bed and breakfasts to modern hotels, you'll find options that cater to business needs, adventure seekers, and pet-friendly travelers. Explore the best hotels, room rates, and luxury accommodations to ensure a comfortable stay in this charming New England town.

  • Best Western Plus Keene Hotel: Located 17.7km from Winchester, the Best Western Plus Keene Hotel is a welcoming retreat for business travelers and families alike. This 3-star hotel prides itself on being LGBTQIA-friendly and offers a range of child-friendly amenities, including complimentary cribs. With a focus on comfort and convenience, guests can enjoy modern accommodations and easy access to local attractions, making it an ideal choice for both leisure and business trips.
  • Colonial Motel And Spa: Just 19.3km from Winchester, the Colonial Motel And Spa offers a unique spa-themed experience paired with pet-friendly accommodations. This 3-star motel features an onsite full-service spa, indoor pool, and hot tub, perfect for relaxation after a day of exploration. The property warmly welcomes pets and provides amenities such as a dog-only policy and waived fees for service animals. Guests can experience the best of both worlds with business-friendly facilities and a serene atmosphere.
  • Hampton Inn Brattleboro: Situated 19.3km away from Winchester, the Hampton Inn Brattleboro is an ideal choice for travelers looking for a blend of comfort and practicality. This hotel is LGBTQIA-friendly and accommodates pets, with policies that allow dogs and cats. Guests can expect top-notch service and amenities, ensuring a pleasant stay. The Hampton Inn offers easy access to the surrounding area, making it perfect for both business and leisure travelers seeking a welcoming atmosphere.

Where to stay near Winchester

Winchester, New Hampshire, offers a delightful blend of outdoor adventures and scenic relaxation. Stroll through its charming streets and experience the warm, friendly atmosphere that the city and its surrounding areas provide. Discover nearby wine country for a refreshing getaway, or enjoy leisurely walks in the picturesque landscapes. Whether you're seeking family-friendly activities or a romantic escape, Winchester promises an unforgettable experience filled with beauty and tranquility.

  • Brattleboro: Located 16.1km from Winchester, Brattleboro is a vibrant city that offers a unique blend of adventure and outdoor activities. Known for its scenic beauty, this area attracts visitors year-round, with peak seasons from July to September. Travellers flock here for skiing and various outdoor sports, taking advantage of the nearby ski fields and resorts. The local landscape features picturesque lakes and majestic mountains, along with the nearby national state park, making it a perfect destination for nature lovers and adventure seekers alike.
  • Keene: Situated 19.3km from Winchester, Keene is a charming city renowned for its stunning scenery and outdoor experiences. Similar to Brattleboro, it sees high visitor numbers during the warm months of July and August, as well as in October. Outdoor enthusiasts will enjoy the skiing opportunities at local resorts and the beautiful lakes and mountains in the vicinity. Additionally, Keene is home to a modern college university, adding a youthful energy to the area, making it a great spot for both relaxation and exploration.
  • Ashuelot: Just 3.2km from Winchester, Ashuelot is a quaint city ideal for those seeking a romantic getaway amidst nature. With a steady stream of visitors peaking during the summer and fall, this area offers a serene escape with its tranquil lakes, winding rivers, and rolling mountains. It's a perfect destination for couples and outdoor enthusiasts looking to enjoy peaceful hikes or scenic picnics, surrounded by the beauty of the New England landscape.

Things to do near Winchester

Winchester, New Hampshire, is perfect for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can enjoy activities such as skiing at local resorts, exploring scenic landscapes, and attending live music events. Don't miss the chance to experience wine tastings and the fun at Dropzone Waterpark, making it an ideal destination for an exciting and relaxing vacation.

Shopping

In Winchester, you can shop at Delectable Mountain Cloth for unique items. If you're up for a drive, check out the Vermont Marketplace for a vibrant shopping experience or the Brattleboro Farmers' Market for local goods and fresh produce.

Recreation

At Crumpin-Fox Golf Club, enjoy a round of golf surrounded by lush landscapes and luxury amenities, just 16.1km from Winchester. Experience vibrant live music at The Stone Church, located 17.7km away, offering an entertaining atmosphere. Brattleboro Country Club, 19.3km from Winchester, combines elegance with recreational golfing.

Adventure

The Metacomet-Monadnock Trail, located 9.7km from Winchester, offers stunning scenic views and adventurous hiking opportunities. For thrill-seekers, the Harris Hill Ski Jump, 17.7km away, provides an exciting skiing experience, while Granite Gorge, 19.7km away, is perfect for skiing enthusiasts looking for an exhilarating day on the slopes.

Nightlife

In Winchester, the nightlife scene is vibrant with options like Latchis Theatre, Hooker-Dunham Theater & Gallery, and New England Youth Theatre, all within 16.1km. Each venue offers a mix of romance, entertainment, and cultural experiences, perfect for an enjoyable night out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winchester

To save money on your trip to Winchester, visit during the cheaper months of March or December to January, and aim for a Tuesday stay, the least expensive day. Use Expedia’s search tool to filter hotels by price and type, including eco-certified options. Consider booking a package that combines your hotel, flights, and activities for additional savings. Lastly, explore free activities in the area and utilize public transportation where possible to keep costs down while experiencing the local culture.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winchester are March and December to January, where the prices are slightly lower. This is in comparison to May and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winchester is Tuesday. The most expensive day to stay in Winchester is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, preferred location, and additional preferences. You can arrange your search results to display prices from lowest to highest, making it easy to find the most affordable hotels first. Additionally, you have the option to filter your choices by hotel type; for instance, selecting the “Eco-certified” filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your Winchester hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Winchester

Winchester, New Hampshire, offers a perfect getaway for those seeking outdoor adventures and scenic beauty. With its stunning nature reserves, lush forests, and serene parks, visitors can enjoy a romantic vacation filled with eco-friendly experiences. Whether you're hiking through the woods or relaxing in a park, Winchester provides a delightful escape into nature for travelers looking to connect with the great outdoors.

  • Moody Center: This institute, located 8.0km from Winchester, offers a serene environment ideal for reflection and personal growth. The center hosts various programs that encourage learning and community engagement, making it a perfect spot for those seeking a peaceful retreat.
  • Thomas Aquinas College: Situated 8.0km from Winchester, this modern college exudes vibrant city vibes. Visitors can explore its contemporary campus and appreciate its commitment to a classical education, enjoying a lively atmosphere filled with students and academic discussions.
  • Historical Old NMH Campus Building #3: Just 8.0km away, this historic building showcases rich culture and heritage. As you walk through its halls, you can sense the history and stories that have shaped the local community, making it a fascinating stop for history enthusiasts.

Best time to go to Winchester

The best time to visit Winchester is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January23.2°F (-4.9°C)Light RainMostly SunnyAverageSlightly Low
February25.2°F (-3.8°C)Light RainMostly SunnySlightly LowAverage
March32.9°F (0.5°C)Light RainMostly SunnyAverageSlightly Low
April45.0°F (7.2°C)Light RainMostly SunnyAverageAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageSlightly High
June64.9°F (18.3°C)Light RainMostly SunnySlightly HighAverage
July71.2°F (21.8°C)Light RainMostly SunnySlightly HighAverage
August69.3°F (20.7°C)Light RainMostly SunnyAverageAverage
September61.9°F (16.6°C)Light RainMostly SunnySlightly HighSlightly High
October50.5°F (10.3°C)Light RainMostly SunnyAverageSlightly High
November38.7°F (3.7°C)Light RainMostly SunnySlightly LowAverage
December29.7°F (-1.3°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Winchester

For your trip to Winchester, New Hampshire, you can fly into several major airports. Hartford, CT (BDL-Bradley Intl.) is located 96.6km away, with nearby hotels like DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport, and the 4-star Simsbury 1820 House, 11.3km away. Manchester, NH (MHT-Manchester-Boston Regional) is 78.9km away, offering options such as The Grand at Bedford Village Inn, 6.4km from the airport, and DoubleTree by Hilton Manchester Downtown, also 6.4km away. Lastly, Worcester, MA (ORH-Worcester Regional) is 46.4km away, featuring hotels like Beechwood Hotel, 8.0km from the airport.

Frequently asked questions

What's the best place to stay in Winchester?
The Colonial Hotel, located 26.3 mi (42.3 km) from the heart of Winchester, is a top choice for your stay based on our traveler data. Other good options for your stay in the area are Comfort Inn & Suites Brattleboro I-91 and The Covered Bridge Inn. See all available top hotels, or vacation rentals in Winchester.
What are some of the best vacation rentals in Winchester?
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns: Visitors like this Winchester vacation home rental. It is located on a river and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. See all vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes, most hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
Where can I learn more about changing or cancelling my trip to Winchester?
For more details about rescheduling or cancelling your trip to Winchester, go to https://www.expedia.com/service/.
What are some hotels with pools in Winchester?
The Colonial Hotel: Features a sauna, an indoor pool, and free self parking. Comfort Inn & Suites Brattleboro I-91 and Hampton Inn Brattleboro are two additional hotels with an onsite pool. View all hotels with pools in Winchester.
What is the best hotel near Hartness State Airport (VSF)?
The Inn at Weathersfield is a popular 4-star inn featuring free breakfast and a restaurant. It's located a short 1.3 mi (2.1 km) from Hartness State Airport. Another good choice close to the airport is Hartness House Inn, located 3.7 mi (5.9 km) away.
What is staying in Winchester like?
Visitors to Winchester are sure to enjoy the lakeside setting. Tourists can also enjoy so much more including its forests. In Winchester, there are 8 hotels and other accommodations to choose from. Find out more about Winchester.
What should I do while I'm visiting Winchester?
Natural beauty is on display at Cass Pond, Barden State Wildlife Management Area, and Ashuelot River. A couple of additional sights to add to your agenda are New England Sweetwater Farm & Distillery and Bennett Gorge. Check out what more to see and do in Expedia's Winchester guide.
What's the seasonal weather like in Winchester?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchester are January, March, February, and November, with each month seeing an average of 10 inches of snowfall.

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